mens-hat-styles-1950s

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Bronson Motorcycle Biker Cap Retro 1950s Style Mens Dome Newsboy Painter's Hat
Bronson Motorcycle Biker Cap Retro 1950s Style Mens Dome Newsboy Painter's Hat

$35.00

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Bronson Motorcycle Biker Cap 1950s Style Mens Dome Newsboy Painter's Hat Khaki
Bronson Motorcycle Biker Cap 1950s Style Mens Dome Newsboy Painter's Hat Khaki

$28.99

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Vintage Deadstock In Box 1950s Mallory Hat The Dallas Fedora 7 1/8
Vintage Deadstock In Box 1950s Mallory Hat The Dallas Fedora 7 1/8

$1000.00

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Vintage 1950’s Lee Fifth Avenue Men’ Humphrey Bogart Style Black Hat Sz 6 7/8-7
Vintage 1950’s Lee Fifth Avenue Men’ Humphrey Bogart Style Black Hat Sz 6 7/8-7

$45.00

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Vintage 50's Custom Hatter Open Road Style Fedora Hat Mens 7 1/4 Silverbelly
Vintage 50's Custom Hatter Open Road Style Fedora Hat Mens 7 1/4 Silverbelly

$155.00

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Vintage UNION MADE USA 1950’s Black Faux Fur Bavarian Style Alps Fedora Hat M
Vintage UNION MADE USA 1950’s Black Faux Fur Bavarian Style Alps Fedora Hat M

$19.99

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Vintage 50s Ranchcraft Straw Open Road Style Cowboy Hat 1950's 7 1/8
Vintage 50s Ranchcraft Straw Open Road Style Cowboy Hat 1950's 7 1/8

$75.00

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1950s True Vintage Cavanagh Mens Size 7 Fedora Hat Brown Black Band
1950s True Vintage Cavanagh Mens Size 7 Fedora Hat Brown Black Band

$27.99

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Hat Homburg Men's 1930's-1950's Pressed Felt Godfather Style Costume Hat
Hat Homburg Men's 1930's-1950's Pressed Felt Godfather Style Costume Hat

$14.98

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Bronson Motorcycle Biker Cap 1950s Style Mens Dome Newsboy Painter's Hat Khaki
Bronson Motorcycle Biker Cap 1950s Style Mens Dome Newsboy Painter's Hat Khaki

$23.99

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VTG Kenworth Imperial Finish Grey with Black Fedora Style Hat.
VTG Kenworth Imperial Finish Grey with Black Fedora Style Hat.

$19.95

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Vintage UNION MADE USA 1950’s Black Faux Fur Bavarian Style Alps Fedora Hat XL
Vintage UNION MADE USA 1950’s Black Faux Fur Bavarian Style Alps Fedora Hat XL

$19.99

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Hot Mens Motorcycle Biker Cap 1950S Style Dome Newsboy Hat Khaki
Hot Mens Motorcycle Biker Cap 1950S Style Dome Newsboy Hat Khaki

$30.35

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Bronson Motorcycle Biker Cap 1950s Style Mens Dome Newsboy Painter's Hat Khaki
Bronson Motorcycle Biker Cap 1950s Style Mens Dome Newsboy Painter's Hat Khaki

$24.21

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Bronson Motorcycle Biker Cap 1950s Style Mens Dome Newsboy Painter's Hat Khaki
Bronson Motorcycle Biker Cap 1950s Style Mens Dome Newsboy Painter's Hat Khaki

$32.49

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Vintage Prince Edward Island Sam Jung Captain Style Hat 1950's-1960's Medium
Vintage Prince Edward Island Sam Jung Captain Style Hat 1950's-1960's Medium

$19.99

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Vintage Repro 1950s Style American Hat Makers Cowboy Hat Size Medium
Vintage Repro 1950s Style American Hat Makers Cowboy Hat Size Medium

$60.00

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Vintage mens fedora style faux fur hat, size Small
Vintage mens fedora style faux fur hat, size Small

$14.00

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VTG Adam Fifth Avenue Marston Whippet Style Fedora Hat Mens 7 Ascot BROWN
VTG Adam Fifth Avenue Marston Whippet Style Fedora Hat Mens 7 Ascot BROWN

$31.97

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Vintage 1940/50's Black Homburg - Cavanagh Hats New York - 7 1/4
Vintage 1940/50's Black Homburg - Cavanagh Hats New York - 7 1/4

$100.00

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1950’s /60’s ? Beaver hat Style London Europe Black Fur hat Small-medium Unisex
1950’s /60’s ? Beaver hat Style London Europe Black Fur hat Small-medium Unisex

$59.95

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Vintage 60s Royal Stetson dark brown olive Whippet-style fedora Size 7 Hat
Vintage 60s Royal Stetson dark brown olive Whippet-style fedora Size 7 Hat

$59.99

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Vintage Chicago Style Gangster 1950's Gray Fedora Wool Hat Made in USA
Vintage Chicago Style Gangster 1950's Gray Fedora Wool Hat Made in USA

$44.99

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True Vintage 50's Straw Fedora Novelty Golf Hat Judge Smails/Caddyshack Style
True Vintage 50's Straw Fedora Novelty Golf Hat Judge Smails/Caddyshack Style

$39.00

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Pork Pie Adam Fedora Black Men's Hat Green Feathers Vintage 1950's Style!
Pork Pie Adam Fedora Black Men's Hat Green Feathers Vintage 1950's Style!

$49.99

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Hat Women Wedding Flower Cocktail Mesh Feathers Hair Clip Tea Pary 1950s style
Hat Women Wedding Flower Cocktail Mesh Feathers Hair Clip Tea Pary 1950s style

$9.99

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Vintage 1950's Mens Fedora style Hat Weave Straw Hat marked M Medium
Vintage 1950's Mens Fedora style Hat Weave Straw Hat marked M Medium

$25.00

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Vintage ROYAL STETSON " Stratoliner " FEDORA Style MANS HAT GRAY
Vintage ROYAL STETSON " Stratoliner " FEDORA Style MANS HAT GRAY

$544.98

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Bronson Motorcycle Biker Cap Retro 1950s Style Mens Dome Newsboy Painter's Hat
Bronson Motorcycle Biker Cap Retro 1950s Style Mens Dome Newsboy Painter's Hat

$34.50

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Bronson Motorcycle Biker Caps 1950s Style Mens Dome Newsboy Painter's Hats Khaki
Bronson Motorcycle Biker Caps 1950s Style Mens Dome Newsboy Painter's Hats Khaki

$31.99

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VINTAGE 1940S 1950S GAS SERVICE STATION DINER STYLE HAT NEW MAREMONT CAR CARE
VINTAGE 1940S 1950S GAS SERVICE STATION DINER STYLE HAT NEW MAREMONT CAR CARE

$74.97

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Vintage 50s Brent Conformatic Fedora Hat Black size 7
Vintage 50s Brent Conformatic Fedora Hat Black size 7

$60.00

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Vintage 50's Brent Conformatic Fedora Hat Black Grosgrain Band Size 7 Nice
Vintage 50's Brent Conformatic Fedora Hat Black Grosgrain Band Size 7 Nice

$30.36

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Vintage 1950s CHAMP "KASMIR FINISH" Fedora Hat Dark Brown Almost Black Size 7
Vintage 1950s CHAMP "KASMIR FINISH" Fedora Hat Dark Brown Almost Black Size 7

$29.95

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1950s HARLEY DAVIDSON Motorcycle Cap Logo Patch ELVIS Captain Style Hat 7⅛ Size
1950s HARLEY DAVIDSON Motorcycle Cap Logo Patch ELVIS Captain Style Hat 7⅛ Size

$199.95

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VINTAGE 1940S 1950S GAS SERVICE STATION DINER STYLE HAT Chrome Control Pistons
VINTAGE 1940S 1950S GAS SERVICE STATION DINER STYLE HAT Chrome Control Pistons

$40.00

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Vintage Straw Fedora Natural Paisley Feather Band 1950s 1960s Boat Wheel Badge
Vintage Straw Fedora Natural Paisley Feather Band 1950s 1960s Boat Wheel Badge

$16.95

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Vintage GEO BOWMAN MR K MANS BROWN WOOL FELT FEDORA HAT CAREER COLLECTION #06797
Vintage GEO BOWMAN MR K MANS BROWN WOOL FELT FEDORA HAT CAREER COLLECTION #06797

$12.00

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Vintage Minnesota Gophers Hat Cap Adult Small Maroon 1950s Kippah Style W/ Pins
Vintage Minnesota Gophers Hat Cap Adult Small Maroon 1950s Kippah Style W/ Pins

$84.88

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French Style Hat Fascinator Races Head Wear 1950's Style Straw Pretty Bow
French Style Hat Fascinator Races Head Wear 1950's Style Straw Pretty Bow

$49.19

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Original Italian Style Fedora 19th Century Hat
Original Italian Style Fedora 19th Century Hat

$45.00

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VINTAGE STETSON WOVEN STRAW SIZE 7 5/8 FEDORA, WIDE STRIPPED BAND
VINTAGE STETSON WOVEN STRAW SIZE 7 5/8 FEDORA, WIDE STRIPPED BAND

$49.75

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Bronson Motorcycle Biker Cap 1950s Style Mens Dome Newsboy Painter's Hat Khaki
Bronson Motorcycle Biker Cap 1950s Style Mens Dome Newsboy Painter's Hat Khaki

$18.99

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1930s Style Vintage Mens Hat Headwear 1920s 1940s 1950s w Feather Classic Clean!
1930s Style Vintage Mens Hat Headwear 1920s 1940s 1950s w Feather Classic Clean!

$58.99

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Vintage Safety Orange Bucket Style hunting hat 1950s? 1960s? size 7 3/8
Vintage Safety Orange Bucket Style hunting hat 1950s? 1960s? size 7 3/8

$29.99

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1950s Stetson Royal DeLuxe St. Regis Gray Hat Size - 7 1/8 - Berg New York Box
1950s Stetson Royal DeLuxe St. Regis Gray Hat Size - 7 1/8 - Berg New York Box

$190.00

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FRENCH 1950s MEN FLAT CAP~ PLAID GABARDINE ~TIMELESS STYLE~ MADE IN FRANCE~NEW~S
FRENCH 1950s MEN FLAT CAP~ PLAID GABARDINE ~TIMELESS STYLE~ MADE IN FRANCE~NEW~S

$40.00

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Vintage CORRECT STYLE Tan GOLFERS Hat w Front Snap Mens or Womans
Vintage CORRECT STYLE Tan GOLFERS Hat w Front Snap Mens or Womans

$14.97

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Vintage WWII Style US Navy White Dixie Cup Cot Twill WW2 Sailor Cap Hat
Vintage WWII Style US Navy White Dixie Cup Cot Twill WW2 Sailor Cap Hat

$15.00

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Vintage Knox Fifteen Mens Hat Brown Felt 7 1/4" From Denver Dry Goods Mens Shop
Vintage Knox Fifteen Mens Hat Brown Felt 7 1/4" From Denver Dry Goods Mens Shop

$139.98

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Chicago Style Gangster 1950's Look Gray Fedora Wool Hat by Brixton Mfg Co.
Chicago Style Gangster 1950's Look Gray Fedora Wool Hat by Brixton Mfg Co.

$44.99

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1957 Knox Hats PRINT AD cool straw hat men's fashion and style 1950's
1957 Knox Hats PRINT AD cool straw hat men's fashion and style 1950's

$11.99

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Vintage 50s Brent Conformatic Fedora Hat Black size 7 Excellent with tag & box
Vintage 50s Brent Conformatic Fedora Hat Black size 7 Excellent with tag & box

$29.99

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Mens Vintage Cossack Style Winter Hat Medium Faux Fur
Mens Vintage Cossack Style Winter Hat Medium Faux Fur

$18.00

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COUPLE Dressed Up MAN WOMAN 1950s Suit Tie Hat Jacket Shirt FASHION Great IMAGE
COUPLE Dressed Up MAN WOMAN 1950s Suit Tie Hat Jacket Shirt FASHION Great IMAGE

$2.00

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Vintage Knox Cushion Air Custom Hat NY
Vintage Knox Cushion Air Custom Hat NY

$30.00

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VTG Dobbs Fifth Avenue NY Fedora Hat Black Felt Vintage Men's Style sz 6 7/8
VTG Dobbs Fifth Avenue NY Fedora Hat Black Felt Vintage Men's Style sz 6 7/8

$39.99

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Vintage 50s Gene Doris Hat Wool Green Velvet Evening Round Mad Men Mod
Vintage 50s Gene Doris Hat Wool Green Velvet Evening Round Mad Men Mod

$40.00

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Vintage Dobbs Fifth Avenue HAT Fedora 7 1/8 Dark Brown w/ Black/Grey Straw Woven
Vintage Dobbs Fifth Avenue HAT Fedora 7 1/8 Dark Brown w/ Black/Grey Straw Woven

$47.97

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Vintage Army Green/Olive Hunting Kepi-Style Hat Cap With Eagle Crest Small
Vintage Army Green/Olive Hunting Kepi-Style Hat Cap With Eagle Crest Small

$39.98

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Vintage 50s Stetson Premier Straw Hat Sz 7 Panama Style Fedora
Vintage 50s Stetson Premier Straw Hat Sz 7 Panama Style Fedora

$99.99

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1950 Stetson Hat Stetsonian Crown Brim Part Man Styling Up VTg Print Ad
1950 Stetson Hat Stetsonian Crown Brim Part Man Styling Up VTg Print Ad

$12.49

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Vintage Resistol 3X Beaver Missoula Style Cowboy Hat 7 1/8 Buffalo Brown Color
Vintage Resistol 3X Beaver Missoula Style Cowboy Hat 7 1/8 Buffalo Brown Color

$250.00

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Vintage 1950s John B. Stetson Royal De Luxe Black Fedora Hat Size 7-1/4
Vintage 1950s John B. Stetson Royal De Luxe Black Fedora Hat Size 7-1/4

$130.50

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Vintage Bucket Hat Men's Sz Medium Faux Fur Travelers Red Feather Union Made
Vintage Bucket Hat Men's Sz Medium Faux Fur Travelers Red Feather Union Made

$19.99

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Vintage KNOX New York Men's FEDORA Hat Size 6 3/4 Caramel Gimbel's W.Germany Q1
Vintage KNOX New York Men's FEDORA Hat Size 6 3/4 Caramel Gimbel's W.Germany Q1

$21.38

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Cool Black Man Fedora Hat Cars NYC Sidewalk Photo 1950s African Americana
Cool Black Man Fedora Hat Cars NYC Sidewalk Photo 1950s African Americana

$6.99

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Vintage Dobbs Fifth Avenue Jet 707 Brown Felt Fedora Hat 6 7/8 Ribbon Oval
Vintage Dobbs Fifth Avenue Jet 707 Brown Felt Fedora Hat 6 7/8 Ribbon Oval

$38.00

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Vintage 50s Hat Candy PINK Elegant Bucket ish Emme Style Mad Men Kitty Cute 21”
Vintage 50s Hat Candy PINK Elegant Bucket ish Emme Style Mad Men Kitty Cute 21”

$54.00

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Huckel Green Fur Felt Trilby Retro Style Mens Hat. Made in Czechoslovakia Size M
Huckel Green Fur Felt Trilby Retro Style Mens Hat. Made in Czechoslovakia Size M

$64.28

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FRENCH 1950s MEN TRILBY HAT~ BLACK & WHITE STRAW~MADE IN FRANCE~UNWORN VINTAGE~M
FRENCH 1950s MEN TRILBY HAT~ BLACK & WHITE STRAW~MADE IN FRANCE~UNWORN VINTAGE~M

$60.00

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Motorcycle Rider Hat 1950s Style Men's Domed Newsboy Painter Hat Khaki Cool
Motorcycle Rider Hat 1950s Style Men's Domed Newsboy Painter Hat Khaki Cool

$30.99

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1950s Shirtless Man in Boxers Outside Home Gay Interest Hat Original Photo P13h9
1950s Shirtless Man in Boxers Outside Home Gay Interest Hat Original Photo P13h9

$9.99

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Vintage 1950’s Dobbs Men’s Sabre Style Woven Straw Fedora Hat Oval, Size 7
Vintage 1950’s Dobbs Men’s Sabre Style Woven Straw Fedora Hat Oval, Size 7

$35.00

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VINTAGE RARE DOBBS FIFTH AVENUE NEW YORK MONTE CARLO PORK PIE FELT HAT IN SIZE 7
VINTAGE RARE DOBBS FIFTH AVENUE NEW YORK MONTE CARLO PORK PIE FELT HAT IN SIZE 7

$99.99

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1950s Young Woman Unusual Unique Striped Colored Shirt Hat Original Photo P12q14
1950s Young Woman Unusual Unique Striped Colored Shirt Hat Original Photo P12q14

$9.99

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1950s Sheriff Cowboy Man on Horseback Tipping Hat People Original Photo P14a28
1950s Sheriff Cowboy Man on Horseback Tipping Hat People Original Photo P14a28

$9.99

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Resistol Fedora Beaver XXX size 7 1/8 fur felt Vtg 60s Dayton's silver streak
Resistol Fedora Beaver XXX size 7 1/8 fur felt Vtg 60s Dayton's silver streak

$34.00

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Vintage 1950s Royal Stetson Fedora Style Hat Sz 6 7/8 Aged Black - Original Box
Vintage 1950s Royal Stetson Fedora Style Hat Sz 6 7/8 Aged Black - Original Box

$149.99

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Vtg Man Pulling Wagon Planter Hat Scarf Mexican Style Art Pottery 1950s
Vtg Man Pulling Wagon Planter Hat Scarf Mexican Style Art Pottery 1950s

$17.99

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Vintage Russian Beanie - Black Fur - 1950s Style - Thick & Warm -
Vintage Russian Beanie - Black Fur - 1950s Style - Thick & Warm -

$30.50

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Hat Women Wedding Flower Cocktail Mesh Feathers Hair Clip Tea Pary 1950s style
Hat Women Wedding Flower Cocktail Mesh Feathers Hair Clip Tea Pary 1950s style

$9.99

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Vintage Biltmore 7 1/8 Palmyra panama Straw Hat 1950’s Era Fedora Style
Vintage Biltmore 7 1/8 Palmyra panama Straw Hat 1950’s Era Fedora Style

$32.26

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Vintage Pillbox Hat Black Fabric + Netting Bows Dressy Formal Classy 21" Fashion
Vintage Pillbox Hat Black Fabric + Netting Bows Dressy Formal Classy 21" Fashion

$19.99

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United Hatters Caps Millinery Vintage Tan Fedora Hat Size 7 1/4
United Hatters Caps Millinery Vintage Tan Fedora Hat Size 7 1/4

$29.99

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1950's Kevin McAndrew Mens Dark Green Jet Flight Fedora Hat 6 3/4" With Box Mint
1950's Kevin McAndrew Mens Dark Green Jet Flight Fedora Hat 6 3/4" With Box Mint

$151.73

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Vintage Fedora 1950’s Mallory Broadmoor 7 1/4 Long Oval
Vintage Fedora 1950’s Mallory Broadmoor 7 1/4 Long Oval

$225.00

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Vintage 1950's KNOX CUSTOM Fedora Black Hat Black Band w/ Feather 7 w/box
Vintage 1950's KNOX CUSTOM Fedora Black Hat Black Band w/ Feather 7 w/box

$115.00

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North King JJ Seifter Sons Fur Faux Fur Cossak Russian Style Hat Black Gray
North King JJ Seifter Sons Fur Faux Fur Cossak Russian Style Hat Black Gray

$29.90

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Vintage Style Flex Felt Classic Casual Brown Outback Hat 100% Wool Wide Brim
Vintage Style Flex Felt Classic Casual Brown Outback Hat 100% Wool Wide Brim

$36.75

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1959 Stetson Springaire Hat 1950's Men's Spring fashion Fedora style print Ad
1959 Stetson Springaire Hat 1950's Men's Spring fashion Fedora style print Ad

$13.49

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Vintage Lot Hats Caps Baseball & Train Conductor Style 1950s-1960s universal st.
Vintage Lot Hats Caps Baseball & Train Conductor Style 1950s-1960s universal st.

$40.00

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VTG 1950s Striped Tweed Flat Cap Hat Ivy League Style Newsboy Gun Club Cabbie
VTG 1950s Striped Tweed Flat Cap Hat Ivy League Style Newsboy Gun Club Cabbie

$45.49

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Vintage Men's Hugger Cap Faux Fur Fedora Feather Style Size Large USA Made
Vintage Men's Hugger Cap Faux Fur Fedora Feather Style Size Large USA Made

$29.99

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Vintage MCM Gray Felt/Wool Dobb’s Fifth Ave Fedora Size 7 New York Style D3127
Vintage MCM Gray Felt/Wool Dobb’s Fifth Ave Fedora Size 7 New York Style D3127

$86.76

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VINTAGE DOBBS 5TH AVENUE FIFTEEN GRAY FUR FELT FEDORA NICE ONE
VINTAGE DOBBS 5TH AVENUE FIFTEEN GRAY FUR FELT FEDORA NICE ONE

$45.00

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1950s Pretty Woman Lady Hugging Man Cowboy Hat Chevy Car Original Photo P11w25
1950s Pretty Woman Lady Hugging Man Cowboy Hat Chevy Car Original Photo P11w25

$17.50

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Winter Ski Hat w/Flaps Orange Tyrolia Style Toni Sailor Union Made 50s XL USA
Winter Ski Hat w/Flaps Orange Tyrolia Style Toni Sailor Union Made 50s XL USA

$71.60

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Vintage Fedora Hat - European Style
Vintage Fedora Hat - European Style

$50.00

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Vintage Fedora Hat - European Style
Vintage Fedora Hat - European Style

$50.00

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